
Luxury Homes for Rent in Southold, NY (114 Rentals)
The most luxurious Homes in Southold with high-end amenities, features, and finishes.


16640 Main St

315 Lake Dr

8515 Soundview Ave

795 Monsell Ln

380 Private Rd

380 Eds Rd

3670 Rocky Point Rd

8340 Main Bayview Rd

13595 Soundview Ave
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

775 Hickory Rd

215 Leon Rd

8415 Soundview Ave

3175 Kenneys Rd

285 Oyster Ponds Ln

1155 Old Harbor Rd

600 Corey Creek Ln

590 Soundview Ave

1975 Youngs Ave

400 Town Creek Ln
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

470 Goose Creek Ln

3400 Youngs Ave

6710 Soundview Ave

400 Hill Rd

640 Orchard St

1265 Brigantine Dr

5650 N Bayview Rd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

1275 The Esplanade

425 Old Shipyard Ln

780 Minnehaha Blvd

455 W Shore Dr

9325 Main Bayview Rd

485 Pine Rd

250 Wesland Rd

110 Sleepy Hollow Ln

54505 County Rd 48

425 Lake Dr

455 Fred St

215 Northfield Rd

1175 Waterview Dr

3675 Wells Ave

425 Cedar Point Dr E

530 Stillwater Ave

295 Beckwith Ave

580 Gin Ln

1205 Lake Dr

2905 Private Rd

935 Corey Creek Ln

1854 N Bayview Rd

1745 Bayview Ave
Southold, NY Local Guide

How much does it cost to rent a home in Southold?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Southold 2 Bedroom Homes for Rent | $7,887 | $3,000 | $10,000+ |
Southold 3 Bedroom Homes for Rent | $19,902 | $3,800 | $10,000+ |
Southold 4 Bedroom Homes for Rent | $18,453 | $4,000 | $10,000+ |
Southold 5 Bedroom Homes for Rent | $23,819 | $7,375 | $10,000+ |
Southold 6 Bedroom Homes for Rent | $35,666 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Southold
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Southold, NY Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Southold
What type of rentals are currently available in Southold?
There are currently 64 Apartments for Rent in Southold, NY with pricing that ranges from $905 to $32,820. There are also 115 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southold ranging from $3,000 to $85,000.
What is the current price range for Rental Homes in Southold?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Southold ranges from $3,000 to $85,000 with an average monthly rent of $19,946.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.